House holiday rentals in Highlands County

4.98 out of 5 average rating, 56 reviews

Private Old Florida Lake House Retreat

This extraordinary "Old Florida" luxury living lake house offers large open living spaces with calming views. Grill out on the screened-in back patio, watching the sunset on the private beach while the kids jump off the dock. On chilly nights, get the fire pit going or take a long soak in the hot tub. Whether you’re here to relax, entertain, or get out on the water, we’ve got you covered. Bring your furry friend, he's a part of the family too! (Pet fee required, please discuss before booking).

5 out of 5 average rating, 11 reviews

Lake Front Oasisᨑ Prv Dockᨑ Poolᨑ Adults 18+ Only

Welcome to our stunning lakefront home nestled on the serene shores of Lake Grassy, Florida. This lovely retreat offers the ultimate escape for adults seeking tranquility and natural beauty near Lake Placid & Lake June. The perfect blend of comfort and Florida charm in this inviting 2 bedroom, 2 bathroom home featuring a cozy, screened lanai. This retreat promises a memorable escape for small groups seeking relaxation or lake adventure. 'LOVE' my listing to your Airbnb Wishlist to find later!

4.9 out of 5 average rating, 183 reviews

Lake Huntley Oasis - Pvt Dock - 1/2 Acre - Kayak

Live the lake life! Watch the sun set over Lake Huntley from your kitchen window and firepit; explore the lake by docking your watercraft (or rent ours) in your backyard, or use our included tandem kayak, canoe, SUP. This cozy house has 3 bedrooms, 2 bathrooms and sleeps up to 9 comfortably. Enjoy plenty of living space, a large screened-in porch, full kitchen, fire pit and BBQ grills. The house also includes onsite laundry, EV charger, RV hookup & parking. Kitchen completely renovated in 2024!

4.96 out of 5 average rating, 54 reviews

Lake Home Near Sebring International Raceway

What other great way to enjoy the sunshine state then to spend time on a Great Historic Lake in central Florida! The house has a spacious layout, having the master bedroom on the first floor, and the second floor having its own living area along with the other three cozy bedrooms. The play room is off the garage and is climate controlled separately from the house, where you can play pool, foosball, air hockey, corn hole or a game of cards. The hot tub is through the game room inside a Gazebo.

4.94 out of 5 average rating, 17 reviews

Gorgeous Home in Lake Placid!

YOUR HOME AWAY FROM HOME! A PERFECT GETAWAY FOR YOUR FAMILY AND FRIENDS! This home is well equipped beautifully furnished 3bedroom, 2bathrooms The living room has an area that everyone can enjoy. A large flat-screen TV perfect for everyone to get together to just lounge or have a movie night. House has a game room with an Xbox One plenty of games for the family. House has canal access ! The Master bed room is fully furnished and has walk-in closet. Both guest bedrooms are fully furnished!

5 out of 5 average rating, 17 reviews

Florida's sun and golf living!

Escape to the sunshine, warmth and relaxing golf course living! We welcome you to our townhouse right on the stunning par 5, 14th fairway of the 18 hole Deer Run Sun N Lake course. Its literally your back yard and where you can casually relax on the swing-for-two on the old oak tree. Or hang out in the brand new screened enclosure with a cup of coffee in the morning or a glass of wine in the evening watching the spectacular sunset. Voted best 2 golf course in Highlands County!

4.95 out of 5 average rating, 61 reviews

Lake August Lake House Get Away

Bring the whole family to this great place with lots of room for fun in the sun. 3 bedroom 5 beds. (1 king 1 queen 1 full and twin bunk beds.) 2.5 baths. Boat house with slide into the lake. Big shade trees. Screened patio on the 1st floor front and back patio. Just outside the master bedroom is a private oversize balcony with the more than amazing views. You can see the tower in town at night. Come check it out. Maybe make a memory or two.

4.95 out of 5 average rating, 102 reviews

The Deco House

The whole group will enjoy easy access to everything from this centrally located place,close to Downtown Sebring, shopping,dining places,Lake Jackson beaches,cultural places in town,etc.Also very good location for those guests going to the Sebring Race Track.The house has been renovated but keeping some of the original touches of Art Deco,mixed with a Contemporary and Modern style.Very nice place to relax and unwind your mind and body.

4.94 out of 5 average rating, 34 reviews

Lakefront- Hot tub -up to 16 guests

Have a romantic getaway in this tranquil setting! or bring the entire family to this stylish gorgeous home on Lake Carrie, known for its Spring fed water and sandy bottom; enjoy fishing, skiing, swimming, tubing, canoeing, kayaking, including paddle boarding. Lake Carrie connects to Lake Henry and huge Lake June. We accept "PETS" dogs only, and charge a $150 cleaning fee, per dog per stay, maximum 2 dogs.

4.88 out of 5 average rating, 152 reviews

Comfortable and Convenient

This light and airy open concept design house with a lanai is a comfortable home base for exploring Florida. It is located in the heart of Florida and is less than 2 hours from either coast and Disney attractions. Or, stay home and enjoy Sebring's golf courses, racetrack and many opportunities for fishing and water sports. Highlands Hammocks State Park is nearby for hiking, picnicking and biking.

4.94 out of 5 average rating, 220 reviews

Home in Avon Park

Lake Letta Lakehouse

This is a great lakefront home on beautiful Lake Letta a 478 acre lake. Face west for beautiful sunsets and great view of undeveloped land nature at it's best. The home is very open and spacious with family room, with wet bar, beautiful stone fireplace, and mid-sized pool table. Xfinity internet is also offered, as well as you tube tv and Amazon Prime streaming packages.